Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor
A flow process for Pd-catalyzed C-F bond formation is described. A microreactor with a packed-bed design allows for easy handling of large quantities of insoluble CsF with precise control over reaction times, efficient mixing, and the ability to safely handle elevated temperatures and pressures. A v...
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| Format: | Article |
| Language: | en_US |
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Wiley Blackwell
2013
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| Online Access: | http://hdl.handle.net/1721.1/81946 https://orcid.org/0000-0002-3107-6927 https://orcid.org/0000-0003-3875-4775 |
| _version_ | 1826197791960989696 |
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| author | Maimone, Thomas Noel, Timothy Buchwald, Stephen Leffler |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Maimone, Thomas Noel, Timothy Buchwald, Stephen Leffler |
| author_sort | Maimone, Thomas |
| collection | MIT |
| description | A flow process for Pd-catalyzed C-F bond formation is described. A microreactor with a packed-bed design allows for easy handling of large quantities of insoluble CsF with precise control over reaction times, efficient mixing, and the ability to safely handle elevated temperatures and pressures. A variety of aryl triflates, including heteroaryl ones, were converted into aryl fluorides in short reaction times (see scheme). |
| first_indexed | 2024-09-23T10:53:12Z |
| format | Article |
| id | mit-1721.1/81946 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T10:53:12Z |
| publishDate | 2013 |
| publisher | Wiley Blackwell |
| record_format | dspace |
| spelling | mit-1721.1/819462022-09-30T23:42:37Z Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor Maimone, Thomas Noel, Timothy Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Noel, Timothy Maimone, Thomas Buchwald, Stephen Leffler A flow process for Pd-catalyzed C-F bond formation is described. A microreactor with a packed-bed design allows for easy handling of large quantities of insoluble CsF with precise control over reaction times, efficient mixing, and the ability to safely handle elevated temperatures and pressures. A variety of aryl triflates, including heteroaryl ones, were converted into aryl fluorides in short reaction times (see scheme). National Institutes of Health (U.S.) (Grant GM46059) Fulbright Program (Fellowship) National Institutes of Health (U.S.) (Postdoctoral Fellowship 1F32GM088931) National Science Foundation (U.S.) (Grant CHE 9808061) National Science Foundation (U.S.) (Grant DBI 9729592) Novartis (Firm) 2013-11-01T17:02:34Z 2013-11-01T17:02:34Z 2011-08 2011-07 Article http://purl.org/eprint/type/JournalArticle 14337851 1521-3773 http://hdl.handle.net/1721.1/81946 Noël, Timothy, Thomas J. Maimone, and Stephen L. Buchwald. “Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor.” Angewandte Chemie International Edition 50, no. 38 (September 12, 2011): 8900-8903. https://orcid.org/0000-0002-3107-6927 https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1002/anie.201104652 Angewandte Chemie International Edition Creative Commons Attribution-Noncommercial-Share Alike 3.0 http://creativecommons.org/licenses/by-nc-sa/3.0/ application/pdf Wiley Blackwell PMC |
| spellingShingle | Maimone, Thomas Noel, Timothy Buchwald, Stephen Leffler Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor |
| title | Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor |
| title_full | Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor |
| title_fullStr | Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor |
| title_full_unstemmed | Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor |
| title_short | Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor |
| title_sort | accelerating palladium catalyzed c f bond formation use of a microflow packed bed reactor |
| url | http://hdl.handle.net/1721.1/81946 https://orcid.org/0000-0002-3107-6927 https://orcid.org/0000-0003-3875-4775 |
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